CIA operative and mafia hitman. He claims he fired the fatal headshot at JFK from behind the picket fence on the grassy knoll. Identifies Chicago mobsters/CIA operatives Charles Nicoletti and Johnny Roselli as the other members of his "hitteam". Nicoletti was with Roselli and fired from the Daltex building opposite of the Texas School Book Depository. James Files was Nicoletti's protegé, driver and bodyguard. Files was asked to serve as the backup shooter, in case Nicoletti would not kill JFK. Originally he had only been ordered to drive weapons to Dallas, testfire them and check out escape routes from Dealey Plaza. Files states that Roselli was afraid to shoot as he had come to Dallas with last minute instructions from the CIA to abort the assassination.

Files claims the contract to kill JFK came from Chicago crime bosses Tony Accardo and Sam Giancana. Giancana was a prime target of Robert Kennedy's campaign against organized crime . He felt deeply doublecrossed by the Kennedy's after he had rigged votes in Illinois, securing JFK 's election to the presidency. Giancana had ample documented dealings with the CIA, and was one of the key figures in the foiled CIA/Mafia plots to assassinate Fidel Castro. Files says Giancana could not have engineered the assassination on his own, let alone the subsequent cover-up. He also implicates the CIA, particularly his CIA controller David Atlee Phillips, who sent Lee Harvey Oswald to Files' motel to show Files the area. Files spent time with Lee Harvey Oswald the week prior to the assassination. He says Lee Harvey Oswald did not fire a shot. Files met with Roselli and Nicoletti on the early morning of the assassination but does not know how they arrived in Dallas. Giancana, Roselli and Nicoletti were murdered in the 1970's shortly before they had had been scheduled to testify for a government commitee investigating the assassination of JFK.

Files further claims he left the shell casing of the bullet he fired on Dealey Plaza after he had bitten down on it. This was a habit of him for he liked the feel of a warm bullet and the taste of gun powder. In 1987 a .222 caliber shell casing was found with a metal detector on the grassy knoll, buried 3 inches in the ground. When Files was informed of this, he said that if it was his shell, the open end would be oval for he had put his teeth in it. As the casing had indeed an indentation of which nobody had known the cause, the casing was then examined by noted orthodontologists who verified that the indent had been caused by human teeth.

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